Sodium Hydroxide → HCID 59829807, compound

HRID 1947182Notes

Reaction equation

HRID 1947182 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14](=[S:34])[NH:15][NH:16][C:17](=O)[C:18]3[CH:23]=[C:22]([Br:24])[C:21]([O:25][CH2:26][O:27][CH3:28])=[CH:20][C:19]=3[O:29][CH2:30][O:31][CH3:32])=[CH:9][CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[OH-].[Na+]>>[Br:24][C:22]1[C:21]([O:25][CH2:26][O:27][CH3:28])=[CH:20][C:19]([O:29][CH2:30][O:31][CH3:32])=[C:18]([C:17]2[N:13]([C:10]3[CH:11]=[CH:12][C:7]([N:1]4[CH2:6][CH2:5][O:4][CH2:3][CH2:2]4)=[CH:8][CH:9]=3)[C:14](=[S:34])[NH:15][N:16]=2)[CH:23]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 59829816HCID 59829816, compound

Product 1

HCID 59829807HCID 59829807, compoundYield 35.6%

Procedure

The crude crystals of 4-[4-(morpholin-4-yl)-phenyl]-1-(5-bromo-2,4-bis methoxymethoxy-benzoyl)thiosemicarbazide (IM5-S-d01) and 5% aqueous sodium hydroxide (1 mL) were added in a test tube and refluxed for 2 hours. After completing the reaction, the reaction mixture was extracted with methylene chloride, and the combined organic layer was dried over anhydrous sodium sulfate. Filtration and evaporation gave crude crystals of 5-(5-bromo-2,4-bis-methoxymethoxy-phenyl)-4-[4-(morpholin-4-yl)-phenyl]-2,4-dihydro-[1,2,4]triazol-3-thione (IM6-S-d01) (2 steps, 35.6%). These crude crystals were subjected to the next reaction without purification in particular.

Workup

  1. temperaturerefluxed for 2 hours
  2. customthe reaction
  3. extractionthe reaction mixture was extracted with methylene chloride
  4. dry with materialthe combined organic layer was dried over anhydrous sodium sulfate
  5. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-dbe9dab6e6164300a8d7f23586362b22
Source dataset
uspto-grants-2013_03
Patent number
US08399464B2

Reaction notes

Loading…